Holiday houses in Eastern Oregon

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Top-rated holiday rentals in Eastern Oregon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A lush garden surrounds the entrance, featuring vibrant flowers in various colors, shaped greenery, and decorative stone pathways. Balanced garden elements, including a sculptural feature and soft lighting, add charm to the outdoor space beneath a welcoming balcony.
Farm stay in Greenleaf
4.94 out of 5 average rating, 497 reviews

Relax in Gardens W/ Private Suite & Hot Tub!

We just opened Blackberry Creek Gift Shop! You are welcome to shop it anytime you are here! Anything from my wife's Goat Milk Soap made fresh from milk from our local farms to unique & antique items. It is outside down the path to the left. We also offer other gourmet breakfasts for purchase. Check out our menu when you get here. A private hot tub to watch amazing sunsets while drinking wine from our local wineries is yours , and a massage chair for your comfort! Rewind , relax and enjoy!

Top Guest favourite
A cabin features warm lighting strung above the deck, illuminating its exterior walls and inviting seating areas. Large windows provide a glimpse into the interiors, while the surrounding space is open and rural, enhancing the peaceful setting at night.
Home in La Grande
4.99 out of 5 average rating, 233 reviews

Trailside! The Owl’s Nest at Mt Emily Rec Area

3 bedroom (6 beds) cabin tucked in the woods next to Mount Emily Recreation Area (3,700 acres of recreation and miles of free trails) - just minutes from town. Enjoy hiking, biking, and skiing right out the front door. Host a dinner party in the large kitchen, or cook on the BBQ under the covered deck while your dogs play in the fenced yard. Finish your day cozied up next to the wood stove while the kids enjoy a movie in the bunk room. Dedicated workspace, and very fast Starlink internet onsite.

Guest favourite
The modern chalet is elevated on sturdy stilts, surrounded by lush greenery. The exterior features large windows and a wooden deck, providing access to the fresh mountain air and spectacular wooded views. The structure blends naturally with its forested environment.
Cabin in Joseph
4.91 out of 5 average rating, 126 reviews

Best views at Wallowa Lake- Chalet South

The Wallowa Lake Chalets are situated between Wallowa Lake and the Eagle Cap Wilderness. These Chalets have an open floor plan and were designed to encapsulate the natural surrounding beauty. The decks of the Chalets stand 26 ft above the ground creating some of the most surreal views that can be found anywhere in Wallowa County. The Chalets can be accessed by a ½ mile of rugged gravel road off of Wallowa Lake Hwy. The Chalets are about 8 min. from Joseph, OR. Follow us @wallowa_lake_chalets

Guest favourite
A rustic A-frame cabin is nestled among tall evergreens, featuring a deep red exterior with large windows allowing natural light inside. The surrounding area showcases a natural forest floor with scattered leaves and a prominent rock near the cabin's entrance.
Cabin in Baker City
4.93 out of 5 average rating, 444 reviews

Enchanting A-Frame

Unplug! A Private, Tranquil, Rustic Cabin 20 min. from Baker City, nestled in the foothills of the Elkhorn Mountains. Ready for a bit of adventure? Outgoing plumbing only (no running water). Bucket your washing/flushing water from the creek off of the back deck which runs most of the year. 45 min. to Anthony Lakes Ski Resort. Guests are to clean up after themselves upon checkout. No internet. Cell service may be sketchy. No TV service, but lots of DVD & VHS old movies. 4 WD Dec - March.

Top Guest favourite
A rustic cabin constructed from hand-milled wood is illuminated by a warm light at dusk. The front porch features log benches and a welcoming entrance, set against a backdrop of a serene twilight sky, with soft clouds hinting at the approaching night.
Farm in Diamond
4.98 out of 5 average rating, 108 reviews

Cowboy Cabin-1 Bedroom with Porch & BBQ

Enjoy star gazing, high desert views in this small hand hewn cabin, a unique overnight stay. We are located in REMOTE Southeastern Oregon, the cabin is on the premises of Steens Mountain Guest Ranch. A Wi-Fi repeater is available in the cabin (if the weather is stormy the Wi-Fi can be spotty). Phone service and shopping areas getting here are few & far between. This is rural living. Enjoy the quietness of the country and a beautiful sage brush view. Friendly reminder: no pets in cabin.

Top Guest favourite
The exterior of a vintage double-decker bus showcases a verdant green facade, complemented by a striped umbrella over outdoor seating. A grill is positioned nearby, with a wooden fence defining the area. Surrounding trees and a grassy field contribute to the peaceful setting.
Bus in Caldwell
4.93 out of 5 average rating, 385 reviews

Double Decker Bus- Hideaway

The first Double Decker bus turned Airbnb in the United States! We are so excited to welcome you to Double Decker Hideaway, located at Double Acres in Caldwell, Idaho. This vintage bus, delivered all the way from England, has been transformed into a guest retreat that will leave you feeling as though you stepped abroad for a refreshing vacation. We have all the comforts taken care of. Full kitchen, full bath and private bedroom all with views! Walking paths for miles, private parking.

Top Guest favourite
A unique treehouse structure is surrounded by lush greenery, with a wooden walkway leading to the entrance. The exterior features a blend of dark wood and green siding, highlighting its harmonious integration with the forested environment.
Treehouse in Banks
4.97 out of 5 average rating, 117 reviews

Modern & Cozy TinyHome Treehouse

Escape to a hand-crafted sanctuary nestled among towering Ponderosa pines. This exclusive tiny-home-treehouse, meticulously designed over two and a half years, features a majestic tree, aptly named Mondo Pondo, that gracefully intersects the living space, blurring the line between indoors and out. Bathed in natural light, the space creates a cozy and clean ambiance, inviting you to unwind and reconnect with nature. Perfect for romantic retreats or a serene escape from the ordinary.

Top Guest favourite
A private deck features wooden flooring and a railing, providing unobstructed views of rolling hilltops and a vast sky. Two wooden chairs are positioned for relaxation, creating a serene spot to enjoy the surrounding landscape.
Guesthouse in White Bird
5 out of 5 average rating, 218 reviews

Million dollar view of Salmon River Valley

The guest house is nestled on a hillside overlooking the Salmon River, Hammer Creek Park and public boat launch. It’s a one hour drive to Hells Canyon boat launch at Pittsburg Landing on the Snake River. Both areas are great for boating, rafting, and fishing. This studio guest house comfortably sleeps 4 with a queen sized bed, comfortable pull out couch, and separate full bathroom & shower. The unit also has a kitchen and private deck to enjoy the wildlife and million dollar view!

Top Guest favourite
The modern kitchen features a large island with four stools, sleek wooden cabinetry, and a gas range. Ample natural light enters through expansive windows, enhancing the airy atmosphere. A cozy seating area is visible in the background, surrounded by trees.
Home in Garden Valley
4.97 out of 5 average rating, 212 reviews

/\ frame · magical · luxurious · romantic • views

Welcome to Doki Dojo, a stunning and well-appointed luxury escape with a grand view. Enjoy a scenic 1-hour drive from downtown Boise to this oasis among the pines. Built in 2023 with modern amenities such as outdoor living, high-end furniture, luxury linens, detailed design touches, and beautifully appointed bathrooms and kitchen. Indulge in golfing, world-class rafting, hiking, ATV-ing, mountain biking, and soaking in iconic hot springs, all within close proximity.

Guest favourite
The cabin is nestled among snow-covered trees, showcasing a welcoming entrance with a sloped roof and large porch. A decorative emblem is visible on the front wall. Fresh snowfall blankets the ground, enhancing the natural surroundings.
Cabin in Sumpter
4.9 out of 5 average rating, 385 reviews

Lazy Moose Cabin

Looking for a vacation rental cabin in Sumpter, Oregon? Well, look no more! The Lazy Moose Cabin is a vacation rental cabin that offers lodging accommodations year-round. The Lazy Moose Cabin offers an intimate retreat for 2. The cabin is tastefully decorated in a wildlife theme and is outfitted and supplied with just about anything you will need for your fun vacation in Sumpter. The cabin is located in the City Limits just 3 blocks east of the Downtown District.

Top Guest favourite
A wooden cabin and cook shack are positioned alongside a tranquil pond, surrounded by trees. Mountains rise in the background under a partly cloudy sky. A picnic table is situated in the foreground, completing the serene outdoor setting.
Cabin in Kimberly
4.97 out of 5 average rating, 305 reviews

Stellar Cabin

Wake Up to Wedding Cake! Stellar Cabin can be your private hideaway. Soak in the wood fired hot tub and gaze up at a blanket of stars. Cook a steak on the grill, make dinner in the fun cook shack and sit around and watch evening come. John Day Fossil Beds are close by. Hike Blue Basin, swim in the river or dig for fossils! We are out of range for most cell service, but it's close by. Wifi available at host house if needed! And pets are welcome!

Guest favourite
A snow-covered dome structure sits atop a wooden deck, surrounded by a winter landscape of trees and boulders. Clear panels on the dome provide views of the serene surroundings, while fresh snow blankets the ground, creating a tranquil winter atmosphere.
Dome in Cascade
4.95 out of 5 average rating, 271 reviews

Cascade Dome: Elevated Geodome Camping w/ Sauna

This one-of-a-kind experience provides a rustic, off-grid, stay for 2. Accessible ONLY by walking down 32 stairs, uneven terrain, and driving 3 miles on dirt mountain roads. Which is part of the fun! No running water, electricity or flushing toilet! The perfect combination of immersive nature, nordic finishes and off-the-beaten-path experiences. We want you to be fully prepared for your adventure, so please read carefully.

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